Synthesis of liverwort sesquiterpene (-)-isocuparene (herbertene) via a Diels-Alder reaction using phenylethylamine as chiral auxiliary

DOI: 10.1016/S0957-4166(97)00313-3

Source and publish data:

Tetrahedron Asymmetry p. 2731 - 2738 (1997)

Update date:2022-08-05

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Authors:

Tori, Motoo

Miyake, Takahiro

Hamaguchi, Tomonobu

Sono, Masakazu

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Article abstract of DOI:10.1016/S0957-4166(97)00313-3

The imine of 2-methylcyclopentanone with (S)-(-)-phenylethylamine was subjected to reaction with methyl propiolate and the product was transformed into (-)-isocuparene by use of a Diels-Alder reaction to construct the aromatic ring.

Full text of DOI:10.1016/S0957-4166(97)00313-3

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Product name:[2-Methyl-cyclopent-(Z)-ylidene]-((S)-1-phenyl-ethyl)-amine

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